House Sitting in Orchard Ridge Community, Madison, WI

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Top rated Orchard Ridge Community house sitters

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Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$60
per night
5 out of 5.0 stars
59 reviews
19 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and her daughter did a great job of communicating with me, though their stay was short. My cat loved the attention they gave her. Her coat was beautifully soft and clean from all the brushing. I would definitely schedule them again when I am out of town.

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Judy B.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$58
per night
5 out of 5.0 stars
115 reviews
37 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert did a great job watching Sadie while we were out of the country for a week. He sent updates every day along with pictures. She looked so happy on her walks and when he was just hanging out with her. I recommend Robert!

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Bethany P.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
20 years of experience
Madison, WI, 53719

Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!

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Aisha B.
Sitter Profile Image: Annie J.
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Annie J.
Star Sitter
from
$55
per night
5 out of 5.0 stars
48 reviews
17 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!

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Genevieve H.
Sitter Profile Image: Julie A.
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Julie A.
from
$45
per night
5 out of 5.0 stars
12 reviews
1 repeat client
16 years of experience
Verona, WI, 53593

Julie was fantastic with our dog. She took him to dog parks, cleaned him when he found mud puddles and left our house in perfect condition. She is a very good communicator, and send multiple pictures and videos every day which was appreciated. Our dog was in good hands!

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Jeannette L.
Sitter Profile Image: Hannah I.
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Hannah I.
Star Sitter
from
$50
per night
5 out of 5.0 stars
96 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Hannah was awesome with our 11 year old rescue dog. She was great with walks and an overnight stay. She sent pictures to us and also left our home spotless. We highly recommend Hannah and will definitely request her in the future! We are so fortunate to have someone so reliable!!!

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Kathleen M.
Sitter Profile Image: Erika K.
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Erika K.
from
$45
per night
5 out of 5.0 stars
9 reviews
12 years of experience
Middleton, WI, 53562

Erika was great. She is a delightful person who gleefully mixed with my two furry sweet beasts. When I returned home, everything was in fine shape and the dogs were very happy. I will surely contact her in the future when I travel.

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Timothy H.
Sitter Profile Image: McKenna B.
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McKenna B.
from
$35
per night
20 years of experience
Madison, WI, 53711

About: I grew up on a farm here in Dane County and have experience looking after many species: large animal, small animal, fish, reptiles, birds, and of course cats and dogs! I have officially been petsitting since 2018 but have watched the pets of friends and family much longer than that. I received my degree in Animal and Veterinary Biosciences from UW Madison in 2023 with an emphasis in nutrition, and I worked at a pet food store for 6 years previous to that, so I am happy to accommodate any special feeding requests. I own two large protection breed dogs myself, but have also owned and petsat small breed dogs, so I have no size or breed exception. I am happy to work with reactive dogs as long as you help me to have a thorough understanding of what scares/upsets them. Please reach out to me if you have any questions! I am happy to do overnights, stay long term, or do just quick drop ins. I currently am working 8:30-5 M-F so I am typically unavailable during those hours. I am happy to do overnights, long term stays, drop in visits, or walks I make sure to go over all of the owners requests and requirements and to follow all rules. I am clean and tidy and will leave your house as I found it.

Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$75
per night
5 out of 5.0 stars
51 reviews
19 repeat clients
10 years of experience
Madison, WI, 53719

Ann did a great job caring for our dog and even made friends with our very shy cat. She was very responsive and sent lots of updates, which were very reassuring since this was the first time we’ve left our dog at home overnight. Our dog was happy and calm when we returned. We will definitely rebook with her if she is available!

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Carol H.
Sitter Profile Image: Marley M.
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Marley M.
from
$50
per night
5 out of 5.0 stars
9 reviews
10 years of experience
Madison, WI, 53726

Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)

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Kristina S.
Sitter Profile Image: Corey N.
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Corey N.
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
20 years of experience
Madison, WI, 53705

Corey was a great sitter for Buddy! She took very good care of him, asked a lot of great questions and followed the guidance I provided for his care. She administered his meds twice a day and sent me daily updates. She left me a nice note for when I returned home and even ran the dishwasher. I highly recommend Corey and will hire her again for Buddy.

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Kyla F.
Sitter Profile Image: Katie T.
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Katie T.
Star Sitter
from
$55
per night
5 out of 4.9 stars
20 reviews
2 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!

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Lisa K.
Sitter Profile Image: Anna H.
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Anna H.
from
$65
per night
5 out of 5.0 stars
27 reviews
7 repeat clients
7 years of experience
Middleton, WI, 53562

Anna did a great job with our dog Oscar! Anna took him on multiple walks and was excellent with updates and sending photos. We will most definitely use Anna again!

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Don W.
Sitter Profile Image: Grace H.
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Grace H.
from
$45
per night
5 out of 5.0 stars
24 reviews
4 repeat clients
6 years of experience
Madison, WI, 53711

Grace is an awesome dog sitter! She is very communicative, respectful, and most importantly, loves dogs. She stayed at our house to watch our dog, Scout, and I came home to a very happy dog even though he usually has separation anxiety. Couldn't recommend Grace enough!

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Sarah L.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$60
per night
5 out of 5.0 stars
54 reviews
16 repeat clients
3 years of experience
Regent, Madison, WI, 53726

Sophie jumped in and helped us so last minute & she was great! Gave our dog time to warm up, sent pics and gave her lots of love. Thanks Sophie!

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Abbey L.
Sitter Profile Image: Sidney R.
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Sidney R.
Star Sitter
from
$50
per night
5 out of 5.0 stars
52 reviews
17 repeat clients
20 years of experience
Middleton, WI, 53562

Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

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Cale H.
Sitter Profile Image: Terry K.
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Terry K.
from
$60
per night
5 out of 5.0 stars
32 reviews
10 repeat clients
30 years of experience
Middleton, WI, 53562

Terry did a great job house-sitting and taking care of our dog. She communicated with me everyday, and made an extra effort to leave the house spotless. I would highly recommend Terry!

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candie d.
Sitter Profile Image: Kaelena K.
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Kaelena K.
from
$30
per night
15 years of experience
Fitchburg, WI, 53711

About: I’ve taken care of dogs, cats, & many other animals since I was young! I currently have two English Cocker Spaniels - they are sweeties! My husband and I got them as pups and trained them ourselves. I feel very confident working with puppies and I adore them. The dogs I grew up with were all rescues, so I also feel confident in caring for rescue dogs that may have more difficult pasts or behaviors. We had a senior chihuahua up until a year ago- she was my everything! Big or small, active or couch potato, I’m happy to care for your special ones. I am happy to get out and walk, run, bike, train or play as well as cuddle up and give some loves. (: I have a flexible work schedule and can easily fit in part-time pet sitting. I’m happy to come by for an hour or two in the afternoon as well as stay the night and keep the animals active morning and evening. I typically try to avoid leaving pets for more than 5 hours- it’s typically 2-4. I have two sweet, easy going boys that are very happy to play and hang out with other dogs in the owner’s home if they would like. I am flexible- I have watched active dogs, low-key dogs, dogs that need extra love and attention, and everything in between. I’m an active person and am happy to take dogs on longer walks or runs, even. My lifestyle is such that doing activities with animals fits in well with the day-to-day.

Sitter Profile Image: Marri S.
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Marri S.
from
$50
per night
5 out of 5.0 stars
3 reviews
5 years of experience
Fitchburg, WI, 53711

Marri took such good care of my dogs. She sent lots of pictures and updates to let me know how they were doing.

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Clarisa C.
Sitter Profile Image: Abby N.
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Abby N.
Star Sitter
from
$55
per night
5 out of 5.0 stars
34 reviews
9 repeat clients
8 years of experience
Fitchburg, WI, 53713

Abby is truly the best!! We felt so comforted knowing our boys were cared for and loved by Abby while on vacation. Our cats are NEEDY and she was there for them in every way. She was super responsive and sent frequent adorable updates. She handled an unexpected difficult behavior situation between the boys calmly and wonderfully. We returned to a sparkling house with two healthy and happy cats!! We’re so grateful for Abby’s help and would book her again in a heartbeat. Can’t recommend her enough! Thank you!! ❤️

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William M.
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Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Sitter Profile Image: Louisa M.
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1. Louisa M.

Star Sitter
Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
59 reviews
19 repeat clients
Profile image

Louisa and her daughter did a great job of communicating with me, though their stay was short. My cat loved the attention they gave her. Her coat was beautifully soft and clean from all the brushing. I would definitely schedule them again when I am out of town.

Availability updated yesterday
Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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2. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$58
per night
5 out of 5.0 stars
115 reviews
37 repeat clients
Profile image

Robert did a great job watching Sadie while we were out of the country for a week. He sent updates every day along with pictures. She looked so happy on her walks and when he was just hanging out with her. I recommend Robert!

Availability updated yesterday
Sitter Profile Image: Kaitlyn B.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlyn B.
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3. Kaitlyn B.

Star Sitter
Your Go-To Sitter
Madison, WI, 53719
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

Kaitlyn was an absolute sweetheart and such a great communicator! Prior to our first booking, she asked thoughtful questions about what she could do to prepare and be well-informed, which I appreciated. She sent me photos and updates while caring for Princeton and also gave me a great recap after I got home. I highly recommend Kaitlyn and will definitely book her again!

Availability updated yesterday
Sitter Profile Image: Annie J.
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Sitter Profile Image: Annie J.
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4. Annie J.

Rover 101
Star Sitter
Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
48 reviews
17 repeat clients
Profile image

Annie took great care of our dog and guinea pig! She gave me frequent updates and was very attentive to our anxious dog’s needs. Thank you!!!

Availability updated today
Sitter Profile Image: Julie A.
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Sitter Profile Image: Julie A.
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5. Julie A.

Mature, skilled and flexible
Verona, WI, 53593
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
12 reviews
1 repeat client
Profile image

Julie was fantastic with our dog. She took him to dog parks, cleaned him when he found mud puddles and left our house in perfect condition. She is a very good communicator, and send multiple pictures and videos every day which was appreciated. Our dog was in good hands!

Availability updated today
Sitter Profile Image: Hannah I.
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Sitter Profile Image: Hannah I.
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6. Hannah I.

Rover 101
Star Sitter
Dogs love to run and play with me!
Madison, WI, 53719
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
96 reviews
31 repeat clients
Profile image

Hannah was awesome with our 11 year old rescue dog. She was great with walks and an overnight stay. She sent pictures to us and also left our home spotless. We highly recommend Hannah and will definitely request her in the future! We are so fortunate to have someone so reliable!!!

Availability updated 5 days ago
Sitter Profile Image: Erika K.
Verified Enhanced Background Check
Sitter Profile Image: Erika K.
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7. Erika K.

Loving care for your furry family
Middleton, WI, 53562
4.0 mi. away
House Sitting
from
$45
per night
5 out of 5.0 stars
9 reviews
Profile image

Erika was great. She is a delightful person who gleefully mixed with my two furry sweet beasts. When I returned home, everything was in fine shape and the dogs were very happy. I will surely contact her in the future when I travel.

Availability updated yesterday
Sitter Profile Image: McKenna B.
Verified Enhanced Background Check
Sitter Profile Image: McKenna B.
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8. McKenna B.

Reliable, Responsible, and Fun!
Madison, WI, 53711
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
3 reviews

McKenna has been the best sitter I could ask for and I couldn’t recommend her enough! I have 2 cats, a dog and fish tanks. She always follows my instructions exactly and sends plenty of pictures and updates. My pets love her and we are so grateful for her!

Availability updated yesterday
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Sitter Profile Image: Ann A.
Verified Enhanced Background Check

9. Ann A.

Star Sitter
Attentive and reliable pet sitter
Madison, WI, 53719
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
51 reviews
19 repeat clients
Profile image

Ann did a great job caring for our dog and even made friends with our very shy cat. She was very responsive and sent lots of updates, which were very reassuring since this was the first time we’ve left our dog at home overnight. Our dog was happy and calm when we returned. We will definitely rebook with her if she is available!

Availability updated today
Sitter Profile Image: Marley M.
Verified Enhanced Background Check
Sitter Profile Image: Marley M.
Verified Enhanced Background Check

10. Marley M.

Veterinary Student animal lover
Madison, WI, 53726
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
Profile image

Marley goes above and beyond and I’d highly recommend her to anyone looking for a sitter. Our cat has to take medication and she did great handling that. We were out of town and I trusted her completely. She offered updates and pictures and we knew our cat was in great hands. Her knowledge and professionalism sets her apart from the rest! :)

Availability updated 2 days ago
Sitter Profile Image: Corey N.
Verified Enhanced Background Check
Sitter Profile Image: Corey N.
Verified Enhanced Background Check

11. Corey N.

Compassionate Care for All!
Madison, WI, 53705
2.3 mi. away
House Sitting, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Corey was a great sitter for Buddy! She took very good care of him, asked a lot of great questions and followed the guidance I provided for his care. She administered his meds twice a day and sent me daily updates. She left me a nice note for when I returned home and even ran the dishwasher. I highly recommend Corey and will hire her again for Buddy.

Availability updated 2 days ago
Sitter Profile Image: Katie T.
Verified Enhanced Background Check
Sitter Profile Image: Katie T.
Verified Enhanced Background Check

12. Katie T.

Star Sitter
ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.9 stars
20 reviews
2 repeat clients
Profile image

We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!

Availability updated today
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Sitter Profile Image: Anna H.
Verified Enhanced Background Check

13. Anna H.

The best care for your best friend!
Middleton, WI, 53562
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
27 reviews
7 repeat clients
Profile image

Anna did a great job with our dog Oscar! Anna took him on multiple walks and was excellent with updates and sending photos. We will most definitely use Anna again!

Availability updated today
Sitter Profile Image: Grace H.
Verified Enhanced Background Check
Sitter Profile Image: Grace H.
Verified Enhanced Background Check

14. Grace H.

Dogs are a girl’s best friend!
Madison, WI, 53711
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
24 reviews
4 repeat clients
Profile image

Grace is an awesome dog sitter! She is very communicative, respectful, and most importantly, loves dogs. She stayed at our house to watch our dog, Scout, and I came home to a very happy dog even though he usually has separation anxiety. Couldn't recommend Grace enough!

Availability updated 2 days ago
Sitter Profile Image: Sophie H.
Verified Enhanced Background Check
Sitter Profile Image: Sophie H.
Verified Enhanced Background Check

15. Sophie H.

I would love to love your pets!
Regent, Madison, WI, 53726
3.3 mi. away
House Sitting
from
$60
per night
5 out of 5.0 stars
54 reviews
16 repeat clients
Profile image

Sophie jumped in and helped us so last minute & she was great! Gave our dog time to warm up, sent pics and gave her lots of love. Thanks Sophie!

Availability updated yesterday
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check
Sitter Profile Image: Sidney R.
Verified Enhanced Background Check

16. Sidney R.

Star Sitter
They call me “The Pal Gal”!
Middleton, WI, 53562
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
52 reviews
17 repeat clients
Profile image

Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!

Availability updated 7 days ago
Sitter Profile Image: Terry K.
Verified Enhanced Background Check
Sitter Profile Image: Terry K.
Verified Enhanced Background Check

17. Terry K.

Rover 101
Grandma love is on the way !!
Middleton, WI, 53562
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
32 reviews
10 repeat clients
Profile image

Terry did a great job house-sitting and taking care of our dog. She communicated with me everyday, and made an extra effort to leave the house spotless. I would highly recommend Terry!

Availability updated today
Sitter Profile Image: Kaelena K.
Verified Enhanced Background Check
Sitter Profile Image: Kaelena K.
Verified Enhanced Background Check

18. Kaelena K.

Doggies are my besties! (:
Fitchburg, WI, 53711
1.0 mi. away
House Sitting
from
$30
per night
2 reviews

We really appreciated Kaelena’s care and attention she gave to our senior dog. We would highly recommend her to watch & care for other people’s pets.

Availability updated 8 days ago
Sitter Profile Image: Marri S.
Verified Enhanced Background Check
Sitter Profile Image: Marri S.
Verified Enhanced Background Check

19. Marri S.

Flexible and Responsive Pet Lover
Fitchburg, WI, 53711
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

Marri took such good care of my dogs. She sent lots of pictures and updates to let me know how they were doing.

Availability updated yesterday
Sitter Profile Image: Abby N.
Verified Enhanced Background Check
Sitter Profile Image: Abby N.
Verified Enhanced Background Check

20. Abby N.

Star Sitter
Active dog lover w puppy experience
Fitchburg, WI, 53713
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
34 reviews
9 repeat clients
Profile image

Abby is truly the best!! We felt so comforted knowing our boys were cared for and loved by Abby while on vacation. Our cats are NEEDY and she was there for them in every way. She was super responsive and sent frequent adorable updates. She handled an unexpected difficult behavior situation between the boys calmly and wonderfully. We returned to a sparkling house with two healthy and happy cats!! We’re so grateful for Abby’s help and would book her again in a heartbeat. Can’t recommend her enough! Thank you!! ❤️

Availability updated yesterday

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